US9650373B2 - Synthesis of 2-carboxamide cycloamino urea derivatives - Google Patents
Synthesis of 2-carboxamide cycloamino urea derivatives Download PDFInfo
- Publication number
- US9650373B2 US9650373B2 US13/985,069 US201213985069A US9650373B2 US 9650373 B2 US9650373 B2 US 9650373B2 US 201213985069 A US201213985069 A US 201213985069A US 9650373 B2 US9650373 B2 US 9650373B2
- Authority
- US
- United States
- Prior art keywords
- formula
- compound
- solvent
- contacting
- tetrahydrofuran
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 0 [1*]C1=NC=CC(C2=C([2*])N=C(NC(=O)N3CCC[C@H]3C(N)=O)S2)=C1 Chemical compound [1*]C1=NC=CC(C2=C([2*])N=C(NC(=O)N3CCC[C@H]3C(N)=O)S2)=C1 0.000 description 14
- OMMLUKLXGSRPHK-UHFFFAOYSA-N CC(C)(C)C(C)(C)C Chemical compound CC(C)(C)C(C)(C)C OMMLUKLXGSRPHK-UHFFFAOYSA-N 0.000 description 3
- XRLDSWLMHUQECH-UHFFFAOYSA-N NC(=O)C1CCCC1 Chemical compound NC(=O)C1CCCC1 XRLDSWLMHUQECH-UHFFFAOYSA-N 0.000 description 2
- LKVUPRMMDDGDEB-UHFFFAOYSA-N Br.C.C.C.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.O=C(Cl)OC1=CC=CC=C1 Chemical compound Br.C.C.C.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.O=C(Cl)OC1=CC=CC=C1 LKVUPRMMDDGDEB-UHFFFAOYSA-N 0.000 description 1
- SUNRMZITDGXEGS-UHFFFAOYSA-N Br.C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.NC(N)=S.O=C1CCC(=O)N1Br Chemical compound Br.C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.NC(N)=S.O=C1CCC(=O)N1Br SUNRMZITDGXEGS-UHFFFAOYSA-N 0.000 description 1
- NKLQGMLMQZFFSJ-BWDDHGNTSA-N Br.C.C.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)N2CCC[C@H]2C(N)=O)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.NC(=O)[C@@H]1CCCN1.O=C(Cl)OC1=CC=CC=C1 Chemical compound Br.C.C.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)N2CCC[C@H]2C(N)=O)=N1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.NC(=O)[C@@H]1CCCN1.O=C(Cl)OC1=CC=CC=C1 NKLQGMLMQZFFSJ-BWDDHGNTSA-N 0.000 description 1
- GIMHTUSRCNPLSI-UHFFFAOYSA-N Br.CC1=C(C2=CC(C(C)(C)C)=NC=C2)SC(N)=N1 Chemical compound Br.CC1=C(C2=CC(C(C)(C)C)=NC=C2)SC(N)=N1 GIMHTUSRCNPLSI-UHFFFAOYSA-N 0.000 description 1
- GANQIAKKZFELHD-UHFFFAOYSA-N C.C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC(C)NC(C)C.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CN1O(C)[Li]OC1(C)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CON(C)C(C)=O Chemical compound C.C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC(C)NC(C)C.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CN1O(C)[Li]OC1(C)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CON(C)C(C)=O GANQIAKKZFELHD-UHFFFAOYSA-N 0.000 description 1
- RJLNAAFLTAZTNP-UHFFFAOYSA-N C.C.C.CC(=O)CC1=CC(C(C)(C)C)=NC=C1.CC(=O)N(C)C.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1 Chemical compound C.C.C.CC(=O)CC1=CC(C(C)(C)C)=NC=C1.CC(=O)N(C)C.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1 RJLNAAFLTAZTNP-UHFFFAOYSA-N 0.000 description 1
- XUHPCDHETNCMEI-UHFFFAOYSA-N C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.NC(N)=S.[BrH2+] Chemical compound C.C.CC(=O)CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(N)=N1.NC(N)=S.[BrH2+] XUHPCDHETNCMEI-UHFFFAOYSA-N 0.000 description 1
- FMHMAZBFBSTJKS-FAYOTWMKSA-N C.C.CC(=O)[C@@H]1CCCN1C(=O)NC1=NC(C)=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)S1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.CI.NC(=O)C1CCCC1 Chemical compound C.C.CC(=O)[C@@H]1CCCN1C(=O)NC1=NC(C)=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)S1.CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.CI.NC(=O)C1CCCC1 FMHMAZBFBSTJKS-FAYOTWMKSA-N 0.000 description 1
- ISYBPYQAHLOJAS-UHFFFAOYSA-N CC(=O)CC1=CC(C(C)(C)C)=NC=C1.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CON(C)C(C)=O Chemical compound CC(=O)CC1=CC(C(C)(C)C)=NC=C1.CC1=CC(C(C)(C)C(F)(F)F)=NC=C1.CON(C)C(C)=O ISYBPYQAHLOJAS-UHFFFAOYSA-N 0.000 description 1
- IHGVAVLSTPCCJP-UHFFFAOYSA-N CC(C)(C(F)(F)F)c1nccc(-c2c(C)nc(N)[s]2)c1 Chemical compound CC(C)(C(F)(F)F)c1nccc(-c2c(C)nc(N)[s]2)c1 IHGVAVLSTPCCJP-UHFFFAOYSA-N 0.000 description 1
- QSXSOPISJRLHSZ-UHFFFAOYSA-N CC(C)(C(F)(F)F)c1nccc(CC(C)=O)c1 Chemical compound CC(C)(C(F)(F)F)c1nccc(CC(C)=O)c1 QSXSOPISJRLHSZ-UHFFFAOYSA-N 0.000 description 1
- STUWGJZDJHPWGZ-LBPRGKRZSA-N CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)N2CCC[C@H]2C(N)=O)=N1 Chemical compound CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)N2CCC[C@H]2C(N)=O)=N1 STUWGJZDJHPWGZ-LBPRGKRZSA-N 0.000 description 1
- CTQMACUVNNRARX-UHFFFAOYSA-N CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.O=C(Cl)OC1=CC=CC=C1 Chemical compound CC1=C(C2=CC(C(C)(C)C(F)(F)F)=NC=C2)SC(NC(=O)OC2=CC=CC=C2)=N1.O=C(Cl)OC1=CC=CC=C1 CTQMACUVNNRARX-UHFFFAOYSA-N 0.000 description 1
- OGBZELSUKYODHJ-UHFFFAOYSA-N CC1=CC(C(C)(C)C)=NC=C1 Chemical compound CC1=CC(C(C)(C)C)=NC=C1 OGBZELSUKYODHJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/26—Radicals substituted by halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
- C07D213/16—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing only one pyridine ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13/985,069 US9650373B2 (en) | 2011-03-03 | 2012-03-01 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161448774P | 2011-03-03 | 2011-03-03 | |
| US13/985,069 US9650373B2 (en) | 2011-03-03 | 2012-03-01 | Synthesis of 2-carboxamide cycloamino urea derivatives |
| PCT/EP2012/053559 WO2012117071A1 (en) | 2011-03-03 | 2012-03-01 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/EP2012/053559 A-371-Of-International WO2012117071A1 (en) | 2011-03-03 | 2012-03-01 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US15/480,835 Division US9776966B2 (en) | 2011-03-03 | 2017-04-06 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| US20130331579A1 US20130331579A1 (en) | 2013-12-12 |
| US9650373B2 true US9650373B2 (en) | 2017-05-16 |
Family
ID=45787206
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US13/985,069 Active US9650373B2 (en) | 2011-03-03 | 2012-03-01 | Synthesis of 2-carboxamide cycloamino urea derivatives |
| US15/480,835 Active US9776966B2 (en) | 2011-03-03 | 2017-04-06 | Synthesis of 2-carboxamide cycloamino urea derivatives |
| US15/684,419 Active US10059670B2 (en) | 2011-03-03 | 2017-08-23 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US15/480,835 Active US9776966B2 (en) | 2011-03-03 | 2017-04-06 | Synthesis of 2-carboxamide cycloamino urea derivatives |
| US15/684,419 Active US10059670B2 (en) | 2011-03-03 | 2017-08-23 | Synthesis of 2-carboxamide cycloamino urea derivatives |
Country Status (32)
| Country | Link |
|---|---|
| US (3) | US9650373B2 (ru) |
| EP (1) | EP2681192B1 (ru) |
| JP (1) | JP6022485B2 (ru) |
| KR (1) | KR101851421B1 (ru) |
| CN (2) | CN103402982B (ru) |
| AR (2) | AR088714A1 (ru) |
| AU (1) | AU2012222346B2 (ru) |
| BR (1) | BR112013021882A2 (ru) |
| CA (1) | CA2828509C (ru) |
| CL (1) | CL2013002521A1 (ru) |
| CO (1) | CO6751286A2 (ru) |
| DK (1) | DK2681192T3 (ru) |
| EA (4) | EA025381B1 (ru) |
| EC (1) | ECSP13012914A (ru) |
| ES (1) | ES2663717T3 (ru) |
| GT (1) | GT201300211A (ru) |
| HU (1) | HUE036319T2 (ru) |
| IL (1) | IL228023A (ru) |
| MA (1) | MA34982B1 (ru) |
| MX (2) | MX351740B (ru) |
| MY (1) | MY163214A (ru) |
| NO (1) | NO2681192T3 (ru) |
| PE (1) | PE20140917A1 (ru) |
| PL (1) | PL2681192T3 (ru) |
| PT (1) | PT2681192T (ru) |
| SG (1) | SG192793A1 (ru) |
| SI (1) | SI2681192T1 (ru) |
| TN (1) | TN2013000354A1 (ru) |
| TW (2) | TWI607994B (ru) |
| UA (1) | UA112539C2 (ru) |
| WO (1) | WO2012117071A1 (ru) |
| ZA (1) | ZA201306174B (ru) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10059670B2 (en) * | 2011-03-03 | 2018-08-28 | Novartis Ag | Synthesis of 2-carboxamide cycloamino urea derivatives |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2966631A1 (en) * | 2014-11-14 | 2016-05-19 | Gemphire Therapeutics Inc. | Processes and intermediates for preparing alpha, omega-dicarboxylic acid-terminated dialkane ethers |
| WO2018135632A1 (ja) | 2017-01-20 | 2018-07-26 | 株式会社Ｐｅｔｅｒ | スケートボード用ハンドル及びハンドル付きスケートボード |
| CN112961090A (zh) * | 2019-12-13 | 2021-06-15 | 武汉九州钰民医药科技有限公司 | 合成Alpelisib的关键中间体及其制备方法 |
| CN111057051A (zh) * | 2019-12-16 | 2020-04-24 | 武汉九州钰民医药科技有限公司 | PI3K抑制剂Alpelisib的新合成方法 |
| CN110964005A (zh) * | 2019-12-16 | 2020-04-07 | 武汉九州钰民医药科技有限公司 | 一种Alpelisib的制备工艺 |
| KR20220125753A (ko) | 2021-03-05 | 2022-09-14 | 배성륭 | 기능성 풍력 발전시스템 |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999062890A1 (en) | 1998-06-04 | 1999-12-09 | Pfizer Products Inc. | Isothiazole derivatives useful as anticancer agents |
| WO2001017995A1 (en) | 1999-09-10 | 2001-03-15 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| WO2004096797A1 (en) | 2003-05-02 | 2004-11-11 | Novartis Ag | Inhibitors of phosphatidylinositol 3-kinase |
| WO2007087427A2 (en) | 2006-01-25 | 2007-08-02 | Synta Pharmaceuticals Corp. | Thiazole and thiadiazole compounds for inflammation and immune-related uses |
| WO2009080694A1 (en) | 2007-12-20 | 2009-07-02 | Novartis Ag | Thiazole derivatives used as pi 3 kinase inhibitors |
| WO2010029082A1 (en) | 2008-09-10 | 2010-03-18 | Novartis Ag | Organic compounds |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3534056A (en) * | 1967-03-02 | 1970-10-13 | Pennwalt Corp | Fluoro-alkyl pyridines and their preparation |
| TWI428091B (zh) | 2007-10-23 | 2014-03-01 | Du Pont | 殺真菌劑混合物 |
| EP2235983B1 (en) * | 2007-12-21 | 2011-07-20 | Telefonaktiebolaget LM Ericsson (publ) | Method, apparatus and computer program for handover from a first access point to a second access point |
| UA112539C2 (uk) * | 2011-03-03 | 2016-09-26 | Новартіс Аг | Спосіб одержання похідних 2-карбоксамідциклоаміносечовини |
-
2012
- 2012-01-03 UA UAA201310018A patent/UA112539C2/uk unknown
- 2012-03-01 SG SG2013062153A patent/SG192793A1/en unknown
- 2012-03-01 ES ES12706843.5T patent/ES2663717T3/es active Active
- 2012-03-01 WO PCT/EP2012/053559 patent/WO2012117071A1/en active Application Filing
- 2012-03-01 CA CA2828509A patent/CA2828509C/en active Active
- 2012-03-01 SI SI201231240T patent/SI2681192T1/en unknown
- 2012-03-01 EA EA201391267A patent/EA025381B1/ru not_active IP Right Cessation
- 2012-03-01 MY MYPI2013002966A patent/MY163214A/en unknown
- 2012-03-01 PE PE2013002003A patent/PE20140917A1/es not_active Application Discontinuation
- 2012-03-01 NO NO12706843A patent/NO2681192T3/no unknown
- 2012-03-01 CN CN201280011348.XA patent/CN103402982B/zh active Active
- 2012-03-01 BR BR112013021882A patent/BR112013021882A2/pt not_active Application Discontinuation
- 2012-03-01 PL PL12706843T patent/PL2681192T3/pl unknown
- 2012-03-01 US US13/985,069 patent/US9650373B2/en active Active
- 2012-03-01 EA EA201792068A patent/EA032802B1/ru not_active IP Right Cessation
- 2012-03-01 EA EA201892052A patent/EA201892052A1/ru unknown
- 2012-03-01 CN CN201610412757.0A patent/CN106083840B/zh active Active
- 2012-03-01 EA EA201691331A patent/EA201691331A1/ru unknown
- 2012-03-01 AU AU2012222346A patent/AU2012222346B2/en active Active
- 2012-03-01 PT PT127068435T patent/PT2681192T/pt unknown
- 2012-03-01 MX MX2017005292A patent/MX351740B/es unknown
- 2012-03-01 DK DK12706843.5T patent/DK2681192T3/en active
- 2012-03-01 MX MX2013010132A patent/MX347348B/es active IP Right Grant
- 2012-03-01 AR ARP120100665A patent/AR088714A1/es active IP Right Grant
- 2012-03-01 KR KR1020137025764A patent/KR101851421B1/ko active IP Right Grant
- 2012-03-01 JP JP2013555878A patent/JP6022485B2/ja active Active
- 2012-03-01 EP EP12706843.5A patent/EP2681192B1/en active Active
- 2012-03-01 HU HUE12706843A patent/HUE036319T2/hu unknown
- 2012-03-01 MA MA36278A patent/MA34982B1/fr unknown
- 2012-03-02 TW TW106106845A patent/TWI607994B/zh not_active IP Right Cessation
- 2012-03-02 TW TW101107070A patent/TWI597279B/zh not_active IP Right Cessation
-
2013
- 2013-08-16 ZA ZA2013/06174A patent/ZA201306174B/en unknown
- 2013-08-19 IL IL228023A patent/IL228023A/en active IP Right Grant
- 2013-08-28 GT GT201300211A patent/GT201300211A/es unknown
- 2013-08-28 TN TNP2013000354A patent/TN2013000354A1/fr unknown
- 2013-08-30 CO CO13206319A patent/CO6751286A2/es unknown
- 2013-09-02 CL CL2013002521A patent/CL2013002521A1/es unknown
- 2013-10-02 EC ECSP13012914 patent/ECSP13012914A/es unknown
-
2017
- 2017-04-06 US US15/480,835 patent/US9776966B2/en active Active
- 2017-08-23 US US15/684,419 patent/US10059670B2/en active Active
-
2021
- 2021-09-23 AR ARP210102644A patent/AR123584A2/es unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1999062890A1 (en) | 1998-06-04 | 1999-12-09 | Pfizer Products Inc. | Isothiazole derivatives useful as anticancer agents |
| WO2001017995A1 (en) | 1999-09-10 | 2001-03-15 | Merck & Co., Inc. | Tyrosine kinase inhibitors |
| WO2004096797A1 (en) | 2003-05-02 | 2004-11-11 | Novartis Ag | Inhibitors of phosphatidylinositol 3-kinase |
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